Hmm...
Take each day as it comes and be open to the unexpected. My fondest memories of my TransAm ride have little to do with the expected "highlights"...the Rockies, Blue Ridge Parkway, etc. These were perfectly nice and helped to put the entire route in context but I found them to be just a bit too obvious for my taste.
Chatting with a farmer in Kentucky, spending the night in a firestation with the crew, meeting the Cookie Lady (get well soon!!), dodging thunderstorms in the midwest, dodging rattlesnakes in Idaho...or was it Wyoming? These are the experiences that made my crossing so wonderful.
As for specifics, I pretty much stuck to the TransAm route and didn't feel restricted at all. Kansas was a pleasant surprise. Yes, it was hot and windy but the hospitality was unmatched.
Have you visited the Crazy Guy On A Bike site? Numerous TransAm journals have been posted.
Crazy Guy On A bike